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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377219Generated: October 30, 2026

Diisobutylamine → (S)-1-(N,N-Diisobutylamino)-2-[3-(2-benzyloxy-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-pyrrolo [2,3-b]pyridin-5-yl]-2-methylpropan-1-one

https://huagongshe.com/reaction/377219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylamineHCID 8085—
ReactantPyBOPHCID 2724699—
Reactant(S)-2-[3-(2-Benzyloxy-1-methylethyl)-2-(3,5-dimethyl-phenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-2-methylpropanoic acidHCID 15887219—
ReactantSodium chloride dihydrateHCID 23713072—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product(S)-1-(N,N-Diisobutylamino)-2-[3-(2-benzyloxy-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-pyrrolo [2,3-b]pyridin-5-yl]-2-methylpropan-1-oneHCID 15887220—

Reaction Steps

PyBOP is added to a stirred mixture of (S)-2-[3-(2-benzyloxy-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-pyrrolo [2,3-b]pyridin-5-yl]-2-methylpropanoic acid, diisobutylamine and triethylamine in CH2Cl2 at ambient temperature. After approximately 12 h, the reaction mixture is poured into water/brine (1:1) and extracted with ethyl acetate. The combined organic extract is washed with brine, dried (MgSO4) and concentrated in vacuo. The residue is purified by flash chromatography on silica gel (gradient elution; 60-75% ethyl acetate/hexanes as eluent) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06025366
Source datasetuspto-grants-2000_02
ORD IDord-a884ccdc4be94cedaee4346e44189695
Source noteuspto-grants-2000_02